3-Hexenyl-2-butenoate, (2E,3Z)-

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  • Identifiers

    CAS number
    65405-80-3

    Molecular formula
    C10H16O2

    SMILES
    CC/C=C\CCOC(=O)/C=C/C

  • Odor profile

    Fragrance
    Green 94.09%
    Fruity 88.25%
    Tropical 67.06%
    Fresh 63.14%
    Apple 61.85%
    Vegetable 51.61%
    Pear 49.39%
    Sweet 48.95%
    Melon 45.61%
    Waxy 44.36%

     

    Flavor
    Green 74.7%
    Fruity 40.21%
    Vegetable 38.54%
    Fatty 38.04%
    Grassy 36.08%
    Tropical 29.88%
    Apple 28.64%
    Fresh 28.34%
    Pear 24.92%
    Leaf 24.81%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    7.88 (neutral)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    219°C

    Flash point

    • 88.96 ˚C est.

    Solubility expt.

    • insoluble in water; soluble in oils
    • soluble (in ethanol)

  • Synonyms

    • cis-3-Hexenyl crotonate
    • 65405-80-3
    • (Z)-3-Hexenyl crotonate
    • [(Z)-hex-3-enyl] (E)-but-2-enoate
    • cis-3-Hexenyl trans-2-butenoate
    • Crotonic Acid cis-3-Hexen-1-yl Ester
    • 3-Hexenyl-2-butenoate, (2E,3Z)-
    • 4SW5S1T63S
    • 2-Butenoic acid, (3Z)-3-hexenyl ester, (2E)-
    • 2-Butenoic acid, (3Z)-3-hexen-1-yl ester, (2E)-
    • (Z)-3-Hexenyl (E)-2-butenoate
    • EINECS 265-746-3
    • (Z)-hex-3-en-1-yl (E)-but-2-enoate
    • 2-Butenoic acid, 3-hexenyl ester, (E,Z)-
    • DTXSID90886759
    • CROTONICACIDCIS-3-HEXEN-1-YLESTER
    • (3Z)-hex-3-en-1-yl (2E)-but-2-enoate
    • (Z)-3-HEXENYL (E)-2-BUTENOATE [FHFI]
    • cis-3-Hexen-1-yl Crotonate
    • UNII-4SW5S1T63S
    • (z)-3-hexen-1-yl crotonate
    • SCHEMBL15536312
    • CHEBI:195791
    • KITGYVIOYOCIIE-QNMAEOQASA-N
    • DTXCID601026079
    • (2E,3Z)-3-hexenyl-2-butenoate
    • cis-3-Hexenyl crotonate, >=97%
    • LMFA07010806
    • (3Z)-3-Hexenyl (2Z)-2-butenoate
    • (3Z)-3-Hexen-1-yl (2E)-2-butenoate
    • (3E)-3-hexenyl ester(2E)-2-Butenoic acid
    • (3z)-3-hexenyl Ester(2e)-2-butenoic Acid
    • CS-0454677
    • NS00055821
    • (3E)-3-hexen-1-yl ester(2E)-2-Butenoic acid
    • (3Z)-3-hexen-1-yl ester(2E)-2-Butenoic acid
    • 2-Butenoic acid,(3Z)-3-hexen-1-yl ester,(2E)-
    • Q27260443
    • 265-746-3

  • Applications

    3-Hexenyl-2-butenoate, (2E,3Z)-, CAS 65405-80-3, is an unsaturated ester used as a fragrance ingredient and a synthetic intermediate. In perfumery, it can contribute green, leafy notes and serve as a precursor for more complex aroma compounds; it may also be explored for fragrance and flavor applications. In cosmetics and personal care, it is considered as a fragrance component; in household products, it can be added to impart a characteristic scent. In coatings and inks, it may function as an aroma additive or as a reactive intermediate within resin or polymer systems. In polymers and plastics, the ester can be encountered as a monomer or co-monomer candidate or as a potential reactive diluent in specialty formulations. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2700.06
    methanol 2900.01
    isopropanol 1913.28
    water 0.2
    ethyl acetate 2600.05
    n-propanol 1974.84
    acetone 4601.09
    n-butanol 1890.91
    acetonitrile 2677.43
    DMF 4430.38
    toluene 1092.17
    isobutanol 1512.92
    1,4-dioxane 2650.17
    methyl acetate 2017.05
    THF 4274.12
    2-butanone 2909.37
    n-pentanol 1253.82
    sec-butanol 1780.94
    n-hexane 574.42
    ethylene glycol 253.66
    NMP 3652.07
    cyclohexane 683.96
    DMSO 5024.95
    n-butyl acetate 1913.11
    n-octanol 580.83
    chloroform 4560.66
    n-propyl acetate 1455.57
    acetic acid 2412.1
    dichloromethane 4886.63
    cyclohexanone 3881.19
    propylene glycol 460.52
    isopropyl acetate 1337.42
    DMAc 2359.27
    2-ethoxyethanol 1137.76
    isopentanol 1542.75
    n-heptane 176.56
    ethyl formate 1138.32
    1,2-dichloroethane 3735.11
    n-hexanol 1332.29
    2-methoxyethanol 2034.67
    isobutyl acetate 805.35
    tetrachloromethane 585.65
    n-pentyl acetate 922.31
    transcutol 4619.18
    n-heptanol 436.49
    ethylbenzene 584.13
    MIBK 1176.95
    2-propoxyethanol 1545.9
    tert-butanol 2261.83
    MTBE 2088.52
    2-butoxyethanol 700.58
    propionic acid 1573.63
    o-xylene 543.31
    formic acid 433.22
    diethyl ether 2879.02
    m-xylene 684.4
    p-xylene 686.28
    chlorobenzene 1515.03
    dimethyl carbonate 597.57
    n-octane 77.92
    formamide 753.2
    cyclopentanone 3896.99
    2-pentanone 2605.16
    anisole 1012.6
    cyclopentyl methyl ether 2378.91
    gamma-butyrolactone 3745.54
    1-methoxy-2-propanol 1680.06
    pyridine 2897.66
    3-pentanone 1720.55
    furfural 2200.37
    n-dodecane 59.99
    diethylene glycol 874.86
    diisopropyl ether 637.13
    tert-amyl alcohol 1810.66
    acetylacetone 2097.7
    n-hexadecane 70.97
    acetophenone 934.09
    methyl propionate 1783.47
    isopentyl acetate 1427.19
    trichloroethylene 5714.99
    n-nonanol 476.78
    cyclohexanol 1853.14
    benzyl alcohol 763.28
    2-ethylhexanol 738.53
    isooctanol 382.32
    dipropyl ether 977.36
    1,2-dichlorobenzene 1260.81
    ethyl lactate 469.63
    propylene carbonate 1775.16
    n-methylformamide 1672.54
    2-pentanol 1426.18
    n-pentane 381.17
    1-propoxy-2-propanol 1213.13
    1-methoxy-2-propyl acetate 1199.12
    2-(2-methoxypropoxy) propanol 841.25
    mesitylene 421.54
    ε-caprolactone 2534.03
    p-cymene 295.78
    epichlorohydrin 3898.41
    1,1,1-trichloroethane 2912.18
    2-aminoethanol 699.59
    morpholine-4-carbaldehyde 2221.74
    sulfolane 4485.42
    2,2,4-trimethylpentane 149.44
    2-methyltetrahydrofuran 3582.0
    n-hexyl acetate 1383.23
    isooctane 127.63
    2-(2-butoxyethoxy)ethanol 1192.31
    sec-butyl acetate 900.75
    tert-butyl acetate 1430.4
    decalin 251.11
    glycerin 518.08
    diglyme 1967.58
    acrylic acid 1246.46
    isopropyl myristate 470.84
    n-butyric acid 2427.85
    acetyl acetate 1131.5
    di(2-ethylhexyl) phthalate 388.95
    ethyl propionate 1196.42
    nitromethane 3454.05
    1,2-diethoxyethane 1731.02
    benzonitrile 1208.96
    trioctyl phosphate 289.52
    1-bromopropane 2703.08
    gamma-valerolactone 3323.97
    n-decanol 339.99
    triethyl phosphate 394.14
    4-methyl-2-pentanol 610.94
    propionitrile 1897.28
    vinylene carbonate 1472.46
    1,1,2-trichlorotrifluoroethane 2045.61
    DMS 893.91
    cumene 342.6
    2-octanol 381.29
    2-hexanone 1647.14
    octyl acetate 618.86
    limonene 526.65
    1,2-dimethoxyethane 2219.26
    ethyl orthosilicate 382.04
    tributyl phosphate 427.32
    diacetone alcohol 1318.45
    N,N-dimethylaniline 646.14
    acrylonitrile 2145.77
    aniline 1229.37
    1,3-propanediol 1000.51
    bromobenzene 1803.21
    dibromomethane 3743.47
    1,1,2,2-tetrachloroethane 4492.78
    2-methyl-cyclohexyl acetate 723.11
    tetrabutyl urea 558.76
    diisobutyl methanol 387.47
    2-phenylethanol 744.8
    styrene 862.85
    dioctyl adipate 643.99
    dimethyl sulfate 985.97
    ethyl butyrate 1003.97
    methyl lactate 639.4
    butyl lactate 655.58
    diethyl carbonate 618.77
    propanediol butyl ether 805.14
    triethyl orthoformate 590.68
    p-tert-butyltoluene 283.28
    methyl 4-tert-butylbenzoate 678.9
    morpholine 3637.34
    tert-butylamine 1485.98
    n-dodecanol 254.88
    dimethoxymethane 1987.27
    ethylene carbonate 1225.0
    cyrene 684.52
    2-ethoxyethyl acetate 1097.65
    2-ethylhexyl acetate 1041.66
    1,2,4-trichlorobenzene 1366.93
    4-methylpyridine 2836.38
    dibutyl ether 1044.11
    2,6-dimethyl-4-heptanol 387.47
    DEF 2651.28
    dimethyl isosorbide 1291.96
    tetrachloroethylene 2449.27
    eugenol 689.26
    triacetin 976.56
    span 80 812.18
    1,4-butanediol 408.47
    1,1-dichloroethane 3695.88
    2-methyl-1-pentanol 1090.84
    methyl formate 1120.18
    2-methyl-1-butanol 1462.05
    n-decane 105.42
    butyronitrile 2332.81
    3,7-dimethyl-1-octanol 588.96
    1-chlorooctane 500.35
    1-chlorotetradecane 180.64
    n-nonane 111.49
    undecane 76.7
    tert-butylcyclohexane 218.46
    cyclooctane 167.05
    cyclopentanol 1813.64
    tetrahydropyran 4093.06
    tert-amyl methyl ether 1361.44
    2,5,8-trioxanonane 1335.43
    1-hexene 1662.37
    2-isopropoxyethanol 864.17
    2,2,2-trifluoroethanol 498.11
    methyl butyrate 1775.26

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction